Iron choline compound and production thereof



United Sttes Patent 2,865,938 IRON CHOLINE COMPOUND AND PRODUCTION VTHEREOF William J. Rosenfelder, Elmhurst, N. Y., assignor, by mesneassignments, to Hyman Rosenstein, New York,

No Drawing. Application September 25, 1957 Serial No. 686,028

part be obvious the scope of the invention will be indicated in theclaims.

In the practice of the invention, a composition of matter is producedwhich is an organic composition containing in combination, iron,residues of choline and residues of citric acid. More particularly, theiron, choline andcitric acid are present in the following relativeproportions, viz.: two atoms of ferric iron, three residues of cholineand three residues of citric acid. Further, the iron containing organiccomposition is prepared by reacting tricholine citrate with ferriccitrate.

The compound produced has the following formula:

(CH3): CH.COO.NCH2.OH2OH COO omcoo re CHLCOO COO.NCH2.CH2OH CH2.COO

0H2.C00 Fe o o o which is produced by reacting one mol of tricholinecitrate and two mols of ferric citrate in an aqueous medium. Further,the compound is green in color, has no definite melting point, butbegins to char at 208-210 C., is soluble in water, sparingly soluble inmethanol, and insoluble in ethanol, ether, chloroform, benzene, tolueneandpetroleum ether. F

As an illustrative embodiment of a manner in which the invention may bepracticed, the following example is presented:

Example One mol of tricholine citrate is dissolved in 6,000 ml. of waterand two mols of ferric citrate in solid form are added thereto. Thereaction mass is then agitated until solution is effected, and until thereaction mass changes from brown to green. Water is now removed eitherunder vacuum, or as an azeotrope with benzene or toluene or by heatingto a temperature of C.l15 C. There is thus obtained a gummy viscous masswhich is about five gallons, whereupon it mass is filtered and the greencompound dried at about 70 C.

(CHM 0Hr-oo, N-oHlcH20H CH2C O2 (CHa)s mooor-Nwrncmon Ferric citrateTricholine citrate (CH3); HzC-C O:-i i-CH2CH2OH HO C 02 H2CCO2 HzC-CO:(CH3); HOCC O2NCHZOH2OH H2CC 02 Fe HrCCOz HOC-CO2 -eh Ferric cholinecitrate particularly with respect to iron deficiency It has been foundthat when patients with iron :containediin. file' aboveidescriptionshall be interpreted as illustrative and, not, in a limiting sense.

It is also to be understood that the following claims are intended tocover all of the generic and specific featuresofthe inventjonherein'described, and allgstatevmentsi'oi the scQPQ Qt theinvention whicnas a natterof language,,might be. said to fall; therebetween.

tHaving described: my invention, :what I claim as new and desiretosecureby Letters Patent is:

1. A processforthepreparation of. an iron containing organic compoundwhich comprlses reacting one mol of tricholine citrate with twomols offerric, citrate in an aqueous-medium References Cited in the file ofthis patent UNITED STATES PATENTS 2,575,611 Bandelin Nov. 20, 1951

1. A PROCESS FOR THE PREPARATION OF AN IRON CONTAINING ORGANIC COMPOUNDWHICH COMPRISES REACTING ONE MOL OF TRICHOLINE CITRATE WITH TWO MOLS OFFERRIC CITRATE IN AN AQUEOUS MEDIUM.